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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H18ClNO2.ClH
Molecular Weight 292.201
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RADAFAXINE HYDROCHLORIDE

SMILES

Cl.C[C@@H]1NC(C)(C)CO[C@@]1(O)C2=CC=CC(Cl)=C2

InChI

InChIKey=ORXTVTDGPVINDN-BTJVGWIPSA-N
InChI=1S/C13H18ClNO2.ClH/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10;/h4-7,9,15-16H,8H2,1-3H3;1H/t9-,13+;/m0./s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C13H18ClNO2
Molecular Weight 255.741
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Radafaxine (GW353162, ( )-(2S,3S)-2-(3-chlorophenyl-3,5,5-trimethyl-2-morphinol) or S,S-hydroxybupropion) is an active metabolite of bupropion. It acts as an inhibitor of the dopamine transporter. Radafaxine was investigated for the treatment of depression however, development was discontinued.

CNS Activity

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
60 mg 1 times / day multiple, oral (unknown)
Highest studied dose
Dose: 60 mg, 1 times / day
Route: oral
Route: multiple
Dose: 60 mg, 1 times / day
Sources:
https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf
unhealthy, ADULT
n = 365
Health Status: unhealthy
Condition: major depressive disorder
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Population Size: 365
Sources:
https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf
Sources:
https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf
Sourcing

Sourcing

Vendor/AggregatorIDURL
1PlusChem LLC
1P008U3N
https://www.1pchem.com/search?query=1P008U3N
1PlusChem LLC
1P00BY4R
https://www.1pchem.com/search?query=1P00BY4R
AK Scientific
3998AH
https://aksci.com/item_detail.php?cat=3998AH
Angene
AGN-PC-04XRSH
http://www.angenechemical.com/productshow/AGN-PC-04XRSH.html
Angene
AGN-PC-0WH21J
http://www.angenechemical.com/productshow/AGN-PC-0WH21J.html
ApexBio Technology
B8305
https://www.apexbt.com/catalogsearch/result/?q=B8305
AstaTech
43004
http://astatechinc.com/CPSResult.php?CRNO=43004
Axon MedChem
1123
https://www.axonmedchem.com/product/1123
BOC Sciences
106083-71-0
http://www.bocsci.com/description.asp?cas=106083-71-0
BOC Sciences
192374-14-4
http://www.bocsci.com/description.asp?cas=192374-14-4
BOC Sciences
357399-43-0
http://www.bocsci.com/description.asp?cas=357399-43-0
Cayman Chemical
9000522
http://www.caymanchem.com/app/template/Product.vm/catalog/9000522
Chem Scene
CS-3815
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3815
Debye Scientific
DB-024969
https://www.debyesci.com/index.php?id=product&ext[cno]=DB-024969
Lab Network
LN01309187
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01309187
Lab Network
LN01341606
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01341606
MedChem Express
HY-17590
https://www.medchemexpress.com/search.html?q=HY-17590&ft=&fa=&fp=
MolPort
MolPort-019-990-036
https://www.molport.com/shop/molecule-link/MolPort-019-990-036
Molnova
M10270
https://www.molnova.com/en/serch-list.html?keywords=M10270
MuseChem
I008500
https://www.musechem.com/product/I008500.html
MuseChem
R001764
https://www.musechem.com/product/R001764.html
Tetrahedron
TS28841
http://www.thsci.com/search.do?q=TS28841
Toronto Research Chemicals
H830670
https://www.trc-canada.com/product-detail/?CatNum=H830670
Toronto Research Chemicals
H830675
https://www.trc-canada.com/product-detail/?CatNum=H830675
Wonderchem
WD05I4S
http://www.wonder-chem.com/search.html?text=WD05I4S
Wonderchem
WD05I4T
http://www.wonder-chem.com/search.html?text=WD05I4T
Wonderchem
WD05Z92
http://www.wonder-chem.com/search.html?text=WD05Z92
eMolecules
16573966
https://orderbb.emolecules.com/search/#?query=16573966
eMolecules
168767612
https://orderbb.emolecules.com/search/#?query=168767612
eMolecules
225774432
https://orderbb.emolecules.com/search/#?query=225774432
eMolecules
31228869
https://orderbb.emolecules.com/search/#?query=31228869
eMolecules
36366928
https://orderbb.emolecules.com/search/#?query=36366928
mcule
MCULE-6487414387
https://mcule.com/MCULE-6487414387/
mcule
MCULE-7436745384
https://mcule.com/MCULE-7436745384/
mcule
MCULE-9642855522
https://mcule.com/MCULE-9642855522/
PubMed

PubMed

TitleDatePubMed
Obesity drugs in clinical development.
2006 Apr
In vitro assessment of P450 induction potential of novel chemopreventive agents SR13668, 9-cis-UAB30, and pentamethychromanol in primary cultures of human hepatocytes.
2009 May 15
Patents

Patents

06274579
3
06391875
3
06734213
3
06855820
3
06998400
3
07098206
3

Sample Use Guides

In Vivo Use Guide
Once-daily oral radafaxine (GW353162) (20-40-60mg) was investigated over an eight-week treatment period in phase 2 study in subjects with major depressive disorder
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:51:31 UTC 2023
Edited
by admin
on Fri Dec 15 15:51:31 UTC 2023
Record UNII
SYD411HZ3S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RADAFAXINE HYDROCHLORIDE
USAN  
USAN  
Official Name English
GW353162A
Code English
GW-353162A
Code English
RADAFAXINE HYDROCHLORIDE [USAN]
Common Name English
RADAFAXINE HCL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
Code System Code Type Description
EVMPD
SUB29224
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
USAN
PP-54
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
FDA UNII
SYD411HZ3S
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
ChEMBL
CHEMBL1172928
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
NCI_THESAURUS
C78023
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
DRUG BANK
DBSALT002075
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
EPA CompTox
DTXSID90909896
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
CAS
106083-71-0
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
SMS_ID
100000092737
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
PUBCHEM
9838996
Created by admin on Fri Dec 15 15:51:31 UTC 2023 , Edited by admin on Fri Dec 15 15:51:31 UTC 2023
PRIMARY
Related Record Type Details
Structure of RADAFAXINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of RADAFAXINE
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